Calendly vs. Square Appointments

Overview
ProductRatingMost Used ByProduct SummaryStarting Price
Calendly
Score 9.2 out of 10
N/A
Calendly helps organizations globally automate the meeting lifecycle by removing the scheduling back and forth, with the goal of enabling companies to close deals, hire candidates faster, and build relationships.
$10
per month (billed annually) per seat
Square Appointments
Score 10.0 out of 10
N/A
Square headquartered in San Francisco, California offers Square Appointments, appointment scheduling software. The software is based on technology acquired with BookFresh in February 2014.
$0
Pricing
CalendlySquare Appointments
Editions & Modules
Standard
$10
per month (billed annually) per seat
Teams
$16
per month (billed annually) per seat
Enterprise
Starts at $15k
per year
Free
$0
Plus
$29
per month per location
Premium
$69
per month per location
Offerings
Pricing Offerings
CalendlySquare Appointments
Free Trial
YesNo
Free/Freemium Version
YesYes
Premium Consulting/Integration Services
NoNo
Entry-level Setup FeeNo setup feeNo setup fee
Additional DetailsMonthly billing also available.
More Pricing Information
Community Pulse
CalendlySquare Appointments
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All AlternativesView all alternativesView all alternatives
User Ratings
CalendlySquare Appointments
Likelihood to Recommend
9.5
(0 ratings)
9.1
(0 ratings)
Likelihood to Renew
9.1
(0 ratings)
-
(0 ratings)
Usability
10.0
(0 ratings)
-
(0 ratings)
Support Rating
8.7
(0 ratings)
10.0
(0 ratings)
User Testimonials
CalendlySquare Appointments
Likelihood to Recommend
It's well suited for music students' lessons. It's well suited for online coaching, primarily through places like Zoom and more. It helps simplify things for your clients, lets you program your schedule, and allows it all to go automatically! If you are working with a senior population, it may be a little tricky for them to sign up and then really hard for them to cancel lessons. There isn't a way to go to the site and cancel. You have to pull up the confirmed email and cancel from there, but people can lose emails.
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Looking to automate and have something handle appointments with ease, then square appointments will suit you well. It brings various schedules, tasks and calendar appointments into one place and helps you keep on top of things. Can bring to your attention up and coming appointments, scheduling and meetings with out the need for checking through calendars and to do lists.
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Pros
  • Sales. Easy for people to book so less back and forth.
  • Managed access. Easy for me to offer people the "right kind" of slot - I have like 5 hidden event-types I share only with certain people so they can access different availability.
  • Collaborative events! Some of us frequently meet in pairs or groups, e.g., one of our regional leaders and I have a shared link we can send out to people to find a time that works for all of us. LOVE this.
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  • Square had good interoperability with Google Calendar, so all of our calendars were in sync.
  • Square Appointments we easy to use for clients, and with a few Luddite exceptions, worked flawlessly.
  • Square Appointments made it easy to schedule appointments without having multiple email messages or play phone tag with anyone.
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Cons
  • If you have more than one company, you cannot use one account. This is the most difficult hurdle to me but still one I am willing to jump over considering all the benefits of Calendly.
  • Adding custom color ability on event types. Example: One of my companies doesn't use any of the color choices. I would like to be able to color code those to my brand.
  • Brand/Asset kit would be a wonderful addition. In profile settings, have a place to upload brand logo, assets, and brand color codes.
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  • Additional functionality: real-time availability calendar to customers
  • Not redirect away from our site to Square
  • Additional functionality: Ability for customers to add up sales when checking out
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Likelihood to Renew
For all reasons like workflows, UI, and the way Calendly keeps all of us engaged through the Collective forum. It's indeed undeniable that no other product covers all business needs like Calendly does. On the other side, this has also reduced the workload by enabling us to focus more on other tasks for the day
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No answers on this topic
Usability
Calendly is extremely easy to use for selecting times and days for meetings. From my end, it's very easy to indicate the days and times that I am available for meetings. I have used other scheduling products, but Calendly has the smoothest way of operating. I highly recommend it for scheduling meetings
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No answers on this topic
Support Rating
There is a lot of support for Calendly. Whenever I have had issues navigating through it, especially as a new user, I found multiple support on the web addressing my questions or concerns. There is a lot of in app informative notes accessible to users to navigate through Calendly when needed.
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  • Square Appointment is excellent at support! I have had several calls with them, and not one time have they dropped the ball, leaving me frustrated without a solution — not one time.
  • The community forum in Square Appointment can answer most of the questions, but if I have had real issues, I am always able to talk to a person. That is very valuable to me as a customer.
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Alternatives Considered
Everything I've said previously. It takes me entirely out of the loop of coordinating people's schedules, sending invites, booking time, ensuring they get a Zoom invite, etc. It does everything while I do next to nothing, which is as it should be. As a team of one, my time should be spent doing what I do best and getting paid to do: coaching, teaching, consulting, speaking, writing, and creating training content and workshops.
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Square Appointments is easier to use that other solutions from my experience. I find the user interface to be cleaner and more intuitive. I like the reminder features as well as suggested calendar blocks. It is helpful to have the option to show my time as free or busy, include when I am on vacation, and sick time.
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Return on Investment
  • Over 300% as of last year. We had done a case study which was phenomenal because even I didn't know the numbers were that huge until we finally put pen to paper.
  • Time!! I'm in the money business and you know Time is Money if you're in the same industry.
  • Affordability. It doesn't break the bank for anyone - having an affordable product along with it being user friendly is a no brainer.
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  • Square Appointments enabled us to deal with a large number of clients in a much more rapid time frame than we would have done otherwise.
  • Square Appointments has empowered us to go after other large organizations' business for photography sessions.
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ScreenShots

Calendly Screenshots

Screenshot of how to share a scheduling linkScreenshot of automated workflowsScreenshot of browser extensionsScreenshot of routing formsScreenshot of round robin & collective eventsScreenshot of admin management